I don't think I have any specific videos of my method. There may be footage somewhere on my YouTube that shows it, I do remember one video with the gopro on the mast head looking down it but don't remember which video it was. What works for me with my gin pole is:
1. mast slid back toward the stern resting on the crutch and pinned in place at the tabernacle,
2. straighten the rigging turnbuckles , lay all the shrouds out so they don't hang up.
3. Crouch down on the cabin roof under the mast and nestle it on my shoulder against my cheek as I slowly pull on the main sheet to start lifting it. It gets easier to lift after a few feet of movement and even on windy days, I've never had a problem with it going side to side. Before it gets fully raised and the rigging gets tight, I'll check all the turnbuckles again. Sometimes I'll even have the boat hook right next to me so I can sill hold the mast and use it to straighten/unstick anything. As far as mast raising goes, it pays to pick your parking spot. I like to park the boat facing down hill to raise and uphill to lower. A few inches of angle might or might not be a little bit of help, but if it helps your confidence, go for it.